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Best results for

Water Activities in Sugarloaf Shores, FL

Showing 433-456 of 836 results
Sunset Cruise in Marathon

Sunset Cruise in Marathon

A private, captain-led evening on the water as the Florida Keys sunset unfolds

4.8 • 50 reviews
$571
Private Snorkeling Charter in Key West

Private Snorkeling Charter in Key West

Learn to snorkel with an experienced captain in the Florida Keys

5.0 • 14 reviews
$583& up
2-Hour Key West Island & Harbor Cruise

2-Hour Key West Island & Harbor Cruise

See Key West sights and local history from the water without getting wet

5.0 • 14 reviews
$424
Private Sandbar Charter in Key West

Private Sandbar Charter in Key West

Reach Key West sandbars for soft white sand and clear water

5.0 • 14 reviews
$636& up
Key West Dolphin, Sandbar & Snorkel Charter

Key West Dolphin, Sandbar & Snorkel Charter

Choose a Key West charter that pairs snorkeling with a sandbar stop and dolphin viewing

5.0 • 14 reviews
$901
Key West Seafood Boil Snorkel Sail

Key West Seafood Boil Snorkel Sail

Two reef snorkel stops with a seafood boil and open bar

4.7 • 8.1K reviews
$70/ person
Key West Sandbar Tour on a 53' Tiki Boat

Key West Sandbar Tour on a 53' Tiki Boat

Spend the day at a Key West sandbar aboard the 53-foot tiki boat Lazy Lady

4.7 • 8.1K reviews
$105/ person
Afternoon Snorkeling Cruise at Florida Keys Reef

Afternoon Snorkeling Cruise at Florida Keys Reef

Sail to a coral reef with snorkeling gear, instruction, and complimentary drinks

4.7 • 8.1K reviews
$51/ person
Mimosa Snorkel Sail in Key West

Mimosa Snorkel Sail in Key West

Sail to the Florida Keys Reef for guided snorkeling, lunch, and drinks

4.7 • 8.1K reviews
$51/ person
Key West Champagne Sunset Sail

Key West Champagne Sunset Sail

Sail into Key West’s sunset with complimentary drinks on board

4.7 • 8.1K reviews
$63/ person
Key West Culinary Snorkel Sail

Key West Culinary Snorkel Sail

Snorkel Key West’s barrier reef, then enjoy a Cajun seafood boil and open bar

4.7 • 8.1K reviews
$70/ person
No-Certification SNUBA Diving Trip in Key West

No-Certification SNUBA Diving Trip in Key West

Go beyond snorkeling with a guided SNUBA® tour—no certification needed

4.7 • 405 reviews
$143/ person
Looe Key 4-Hour Private Charter

Looe Key 4-Hour Private Charter

Snorkel, visit a sandbar, and relax aboard a private center-console charter

4.7 • 405 reviews
$1,078
Private Looe Key Snuba, Scuba & Sandbar Charter

Private Looe Key Snuba, Scuba & Sandbar Charter

Explore Looe Key Reef with guided diving options and time at the sandbar

4.7 • 405 reviews
$1,759
Key West Sunset Cocktail Cruise

Key West Sunset Cocktail Cruise

Private catamaran cocktails with a full open bar

4.7 • 405 reviews
$1,646
Key West Sunset Cocktail Cruise

Key West Sunset Cocktail Cruise

Evening catamaran cruise with craft drinks and island music

4.7 • 405 reviews
$95/ person
Guided 2-Tank Reef Dive in Key West

Guided 2-Tank Reef Dive in Key West

Explore Florida Keys reefs on a semi-private two-dive charter

4.7 • 405 reviews
$204/ person
Half-Day Shared Fishing Charter in Key West

Half-Day Shared Fishing Charter in Key West

Fish the Florida Keys with gear provided and your catch cleaned at the dock

4.7 • 229 reviews
$93/ person
Key West Private Snorkeling Charter

Key West Private Snorkeling Charter

Explore Key West reefs with snorkel gear and onboard refreshments included

4.8 • 26 reviews
$793& up
Key West Sandbar Charter

Key West Sandbar Charter

Relax on Gulf sandbars aboard a private deck boat

4.8 • 26 reviews
$793& up
Fishing Charter in Key West Aboard a 63' Vessel

Fishing Charter in Key West Aboard a 63' Vessel

Roomy sport-fishing charter with space for large day-trip groups

4.7 • 50 reviews
$2,440& up
Key West 37' Fishing Charter

Key West 37' Fishing Charter

Fish or lobster from a stable, wide-beam Sea Hunter in Key West

4.7 • 50 reviews
$1,192& up
Key West 42' Fishing Charter

Key West 42' Fishing Charter

Fish Key West waters from a spacious, performance-built SeaHunter

4.7 • 50 reviews
$1,192& up
Key West Shrimp Boat Fishing Charter

Key West Shrimp Boat Fishing Charter

Fish the offshore shrimp-boat grounds at first light

4.7 • 50 reviews
$1,703
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Sugarloaf Shores Things To Do
Fishing Charters166Boat Tours143Yacht Charters92Boat Rentals91Snorkeling89
More
  • Sailing77
  • Scuba Diving65
  • Car Rentals47
  • Sunrise and Sunset Tours42
  • Bike Rentals32
  • Private Fishing Charters26
  • Dolphin Watching22
  • Kayaking Tours16
  • Jet Skiing14
  • Ghost and Haunted8
  • Scavenger Hunts8
  • Scooter Rentals8
  • Scenic Flights7
  • Bar and Pub Crawl6
  • Dinner Cruises6
  • Parasailing6
  • Private Boat Charters6
  • Helicopter Tours5
  • Historical Tours5
  • Bike Tours4
  • Travel guides for Water Activities

    13 Stunning Beaches in Florida With Clear Water You Need to Visit
    Best of Florida • 2026

    13 Stunning Beaches in Florida With Clear Water You Need to Visit

    Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide
    Best of Florida • 2026

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide

    Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.